Holiday rentals with a kayak in Saint Thomas

4.9 out of 5 average rating, 126 reviews

A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.

Villa in Northside

Sailfish Villa Beachfront Magens Bay St. Thomas!

Private beachfront villa on world-famous Magens Bay Beach! 5BR/4.5BA oceanfront property with direct beach access. Features a 1BR/1BA beachfront cottage that sleeps up to 4 guests. Enjoy swimming with sea turtles, snorkeling, and kayaking just steps below the villa. Amenities include an outdoor shower, clear kayak, paddle boards, and stairs to the water. Located in the private neighborhood of Peterborg, just a short shoreline stroll to Magens Bay Beach. Property is equipped with a Generator.

A scenic pathway leads from a stone staircase to a sandy beach, framed by swaying palm trees and lush greenery. The turquoise waters of Cowpet Bay are visible in the distance under a clear blue sky.

5 out of 5 average rating, 54 reviews

Tropical Sands | Elysian Beach Resort | St. Thomas

Welcome to Tropical Sands, a luxurious beachfront condo at the Elysian Beach Resort, only 5 minutes from Red Hook! Perfect for family vacations and romantic getaways, this condo has it all! Enjoy stunning views from private balconies overlooking Cowpet Bay's turquoise waters. Amenities include kitchen, two full baths, WiFi, and washer/dryer. Guests enjoy all resort perks like pool, hot tub, water sports, and dining at Caribbean Fish Market and Sangria's Beachside Bistro. Truly a paradise escape!

A bright living area features a white sofa with a pink accent pillow and a wooden coffee table. A dining table with woven chairs sits nearby. Large sliding glass doors provide views of the balcony and tropical landscape, while a wall-mounted TV adds entertainment options.

4.98 out of 5 average rating, 49 reviews

Beachfront, Corner unit Sapphire, Restaurant, pool

Come relax at Sapphire Beach in the newest one bedroom condo, located in building B overlooking the gorgeous Caribbean Sea. This corner unit boasts two wrap around balconies, gorgeous bedroom suite with king tempurpedic bed, large kitchen, living room with sleeper sofa and two remodeled, modern bathrooms. Enjoy the balconies for morning coffee, a drink after dinner or just relaxing with a book while the breeze from the ocean keeps you cool. A quick walk will get you to the beach bar or the pool

5 out of 5 average rating, 5 reviews

Villa in Northside

Stunning Pool! 3b/3ba Caribbean Villa- VIEWS!

Enjoy the incredibly rare view of seeing ALL the US Virgin Islands from your front porch! This villa has it all- watch the most majestic sunrises over Charlotte Amalie, dip into the private infinity pool, prepare meals in our brand new kitchen, host a family meal at the large outdoor dining space w/ grill, or just relax under the covered porch while the cruise ships move in and out of the harbor at sunset. Solar powered, so no outages! Starlink internet! **The home is our personal home**

4.85 out of 5 average rating, 240 reviews

Home in Northside

Your Own Whole House Beach Beach Central 4 Beds AC

Relax with the sound of ocean waves in your private, panoramic-view paradise! This stand-alone home features 2 brand new king beds, 2 New Full Beds, 2 New single couch pull out sleepers,A/C bedrooms, a chef's kitchen w/ gas range & fast WiFi, and standby generator. Breeze-filled living spaces open to stunning views extending to St John! 7-seat SUV for unforgettable island adventures. Kid friendly perfect for families. Easy parking + quiet private location. A super central incredible value!

4.89 out of 5 average rating, 36 reviews

SeaDazzle-BEACHFRONt, pool, tennis, gym, Jeep

Welcome to SeaDazzle beachfront property situated in an amazing Anchorage gated community, where Caribbean white sand is literally under your balcony. Whether you're here with family, a romantic escape, or a relaxing getaway with friends, this condo has everything you need to fulfill your memorable vacation. The amenities, like beach with lounging chairs, pool, tennis courts, 3 restaurants walking distance and Jeep rental option with free airport delivery. We just strive for convenience!

Superhost

A tranquil outdoor space features a private pool surrounded by comfortable seating and bright greenery. A large umbrella provides shade over a lounging area, while string lights create a festive atmosphere. The expansive view of the coastline and blue skies enhances the inviting setting.

Villa in East End

4.77 out of 5 average rating, 35 reviews

4BR Hilltop vacation bliss! Incredible views!

Welcome to The Lazy Lizard, a stunning villa on the East End of St. Thomas. - 4 bedrooms and 3.5 baths with spacious, elegantly decorated interiors - Inviting living areas perfect for relaxation or entertaining - Expansive outdoor spaces featuring a private pool and multiple viewing decks - Nearly 360º views of the Caribbean Sea - Complimentary Concierge Service to enhance your stay - Just a 2-minute drive to Secret Harbor and 5 minutes to Red Hook -Automatic backup generator

A modern living area features a large flat-screen TV mounted above a stylish wooden media console. A light-colored sofa and accent chairs are arranged around a circular coffee table, with large windows offering views of the ocean and islands beyond. Natural light fills the space.

5 out of 5 average rating, 52 reviews

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

NEW! Spacious 1 Bedroom/2 Bathroom 1200 sq foot -2024 FULLY REMODELED OCEANFRONT Villa in St. Thomas, VI. This spacious villa has an all-new modern interior, spacious separate bedroom, 2 bathrooms, a private balcony and all the amenities! Situated on the sought-after East End, this luxurious retreat offers sweeping ocean/island views. Designed with modern elegance and spacious comfort in mind, the villa provides direct access to three pools, two gourmet restaurants, and a private beach.

4.97 out of 5 average rating, 144 reviews

A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.

Home in East End

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Superhost

Two woven chairs are positioned on a deck, facing expansive ocean views under a partly cloudy sky. Brightly colored cushions add a touch of vibrancy, while the distant shoreline is visible in the background, creating an inviting outdoor space for relaxation.

Apartment in East End

4.78 out of 5 average rating, 87 reviews

Blue Breeze your Caribbean home away from home

Breathtaking Views Await! Discover this hidden gem on the East End of St. Thomas, just a 5-minute walk to beautiful Secret Harbor Beach. This inviting apartment boasts a fully equipped kitchen—perfect for preparing fresh-caught lobster. The space features a bedroom with a queen bed and a separate room with a queen pull-out couch, making it ideal for couples or small groups. There are solar panels with back up batteries for continuous power and a million dollar view!!!!!

An outdoor dining area is depicted with a round table surrounded by four chairs, set against a backdrop of lush greenery and ocean views. Plates of fruit are arranged on the table, while a woven throw is draped over a chair. Palm trees gently frame the scene.